JPH0343388B2 - - Google Patents

Description

[Detailed description of the invention]

[Industrial Field of Application] The present invention is a treatment agent for textiles, particularly for imparting a wash-resistant, durable, flexible and rebound-rich texture to textile products, as well as hydrophilicity and antistatic properties. This invention relates to a treatment agent for fibers that can be used to treat fibers. [Prior Art] Liquid organopolysiloxanes are used as softening agents for fibers, and crosslinkable organopolysiloxanes are used as impact-resilient agents for fibers. However, these agents are insufficiently effective in achieving the desired level of impact resilience that is originally expected, and it is desired that the coating formed by the treatment agent be softer and more elastic. As a means of obtaining a strong elastic film,
Publication No. 12231 discloses that a vinyl group-containing emulsion polymerized siloxane is copolymerized with organic monomers mainly styrene in water to obtain a film-forming copolymer dispersion. The resulting coating was hard and not suitable for use in textile products. Further, JP-A-58-126378 discloses a fiber treatment agent comprising a vinyl group-containing polysiloxane, a polymer of a Si-H group-containing polysiloxane and a vinyl monomer; The ones that showed a hard texture did not exhibit the desired soft texture. That is, there is a need for a treatment agent for fibers that can provide both flexibility and rebound properties.
Furthermore, when textile products are treated with these organopolysiloxane compositions, the treated surface becomes strongly hydrophobic, so even natural fibers such as cotton, which are naturally hydrophilic, suffer from loss of surface hydrophilicity. There is a feeling of pleasure or discomfort caused by charging and discharging phenomena caused by friction, and there has been a desire for a fiber treatment agent that can impart hydrophilicity and antistatic properties to both natural fibers and synthetic fibers. For these purposes, organopolysiloxanes containing polyoxyalkylene groups have already been used as a treatment agent, but although the initial effect on hydrophilization is relatively good, the texture of the treated product and the durability of the effect are poor. In both cases, the performance was insufficient. [Structure of the Invention] The present invention relates to a fiber treatment agent that can solve these disadvantages and impart both flexibility and rebound resilience to textile products, as well as hydrophilicity and antistatic properties. , this is (1) general formula () [In the formula, R ¹ , R ² , and R ³ each have 1 to 20 carbon atoms.
Y is one or more groups selected from the group consisting of monovalent hydrocarbon groups and monovalent halogenated hydrocarbon groups, and Y is a group consisting of organic groups including acryloxy groups, methacryloxy groups, and SH groups. One or more groups selected from X
is a hydrogen atom, a monovalent lower alkyl group and the formula
Similar or different groups selected from the group consisting of R ¹ R ² R ⁴ Si (R ¹ and R ² are the same as above, and R ⁴ is the same group as R ¹ or Y) , m is a positive integer of 10,000 or less, n is an integer of 1 or more] Organopolysiloxane 5 to 95 parts by weight of oil-in-water emulsion and (2)(a) General formula ()

1 selected from acrylic and methacrylic monomers represented by [Formula] (wherein R ⁵ is a hydrogen atom or a methyl group, and R ⁶ is an alkyl group having 1 to 18 carbon atoms or an alkoxy-substituted alkyl group) 50 to 99% by weight of one or more monomers and (b) ethylenically unsaturated monomers containing amino groups, sulfonic acid groups, phosphoric acid groups, polyalkylene oxide groups or quaternary ammonium bases A mixed monomer consisting of 1 to 20% by weight of one or more hydrophilic monomers selected from the group consisting of (However, the sum of (a) and (b),
Or the total of (a), (b) and optional component monomers is 100
The main ingredient is a graft copolymer emulsion obtained by emulsion graft copolymerizing component (1) with component (2) in the presence of a radical polymerization initiator using a mixture consisting of 95 to 5 parts by weight (% by weight). . That is, as a result of various studies by the present inventors on fiber treatment agents that can impart both flexibility and rebound properties to textile products, as well as hydrophilicity and antistatic properties, we found that the above general formula An emulsion of an organopolysiloxane having a group selected from the group consisting of a radical-reactive group and an organic group containing an SH group as shown, and a mixed monomer mainly consisting of an acrylic and/or methacrylic monomer and a hydrophilic monomer. When a textile product is treated with a treatment agent whose main ingredient is a copolymerized emulsion obtained by emulsion polymerization of a mixture with a polymer, it is possible to impart flexibility and rebound resilience to the textile product, as well as hydrophilicity and antistatic properties. Furthermore, they discovered that these effects were durable and showed wash resistance.Furthermore, they conducted research on the composition of the organopolysiloxane and mixed monomers, and completed the present invention. I let it happen. The organopolysiloxane component (1) used in the fiber treatment agent of the present invention has the general formula () as described above. R ¹ , R ² , R ³ are methyl group, ethyl group,
Monovalent hydrocarbon groups having 1 to 20 carbon atoms, such as alkyl groups such as propyl groups and butyl groups, and aryl groups such as phenyl groups, tolyl groups, xylyl groups, and naphthyl groups, or bonded to carbon atoms of these groups. It is selected from groups in which part or all of the hydrogen atoms are substituted with halogen atoms, and X is a triorganosilyl group represented by R ¹ R ² R ⁴ Si (R ¹ and R ² are the same as above,
R ⁴ is the same group as R ¹ or Y), hydrogen atom, methyl group,
1 or more carbon atoms such as ethyl group, propyl group, butyl group, etc.
5 lower alkyl groups, Y
is an acryloxy group, a methacryloxy group, and
It is selected from SH group-containing organic groups. Also,
m is a positive integer of 10000 or less, and n is an integer of 1 or more, more preferably 500<m<8000,
It is preferable that it be in the range of 1<n<500. As a raw material for organopolysiloxane represented by the general formula (), the formula

Cyclic organopolysiloxane represented by the formula (wherein p = 3, 4, 5, 6), the formula

[Formula] (wherein n is a positive integer) A liquid dimethylpolysiloxane whose molecular chain ends are blocked with hydroxyl groups, the formula

【formula】

[Formula] (where n is a positive integer) Liquid dimethylpolysiloxane in which both ends of the molecular chain are blocked with alkoxy groups and the formula

Dimethylpolysiloxane, etc., in which both ends of the molecular chain represented by the formula [formula] (wherein n = 0 or a positive integer) are blocked with trimethylsilyl groups, can also be used to introduce acryloxy groups, methacryloxy groups, and SH groups. As a raw material,

【formula】

【formula】

【formula】

【formula】

【formula】 and other silanes and their hydrolysis products.

【formula】

【formula】

[Formula] (where n=3, 4, 5, 6) is exemplified. Note that trifunctional trialkoxysilanes and their hydrolysis products can also be used as long as they are used in small amounts that do not impede the purpose of the present invention. The emulsion of organopolysiloxane represented by the general formula () may be produced by any known method. One method is to use a cyclic low-molecular-weight siloxane such as the above-mentioned octamethylcyclotetrasiloxane as a raw material and a radical-reactive group. Alternatively, a dialkoxysilane compound containing an SH group and/or a hydrolyzate thereof is polymerized in the presence of a strong alkaline catalyst or a strong acidic catalyst to obtain a high molecular weight organopolysiloxane, and then a suitable emulsifier is added. This is done by emulsifying and dispersing it in water. Another method is to use the above-mentioned low-molecular-weight organopolysiloxane and acryloxy group, methacryloxy group, or SH as raw materials.
This method is carried out by emulsion polymerization in water using a dialkoxysilane containing a group and/or a hydrolyzate thereof in the presence of a sulfonic acid surfactant and/or a sulfuric acid ester surfactant. or,
In the case of this emulsion polymerization, the same raw materials are emulsified and dispersed in water with a cationic surfactant such as alkyltrimethylammonium chloride or alkylbenzylammonium chloride, and then an appropriate amount of strong alkalinity such as potassium hydroxide or sodium hydroxide is added. Substances can also be added and polymerized. Among the methods for producing emulsions of organopolysiloxanes described above, the strong alkaline polymerization catalysts used to obtain high molecular weight organopolysiloxanes in advance include potassium hydroxide, sodium hydroxide, cesium hydroxide, tetramethylammonium hydroxide, and tetrabutyl. Phosphonium hydroxide, etc., and strong acidic polymerization catalysts such as sulfuric acid,
Trifluoromethanesulfonic acid and the like are exemplified, and any of them can be used for subsequent use if they are neutralized to eliminate catalytic activity after completion of polymerization. As surfactants for emulsifying the obtained high molecular weight organopolysiloxane, various nonionic polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenyl ethers, polyoxyethylene alkyl esters, sorbitan fatty acid esters, polyoxy Examples include ethylene sorbitan fatty acid ester, sucrose fatty acid ester, etc., anionic sodium lauryl sulfate, sodium polyoxyethylene dodecyl sulfate, etc., and cationic alkyltrimethylammonium chloride, alkylbenzylammonium chloride, dialkyldimethylammonium chloride, etc. . In addition, when producing an emulsion of organopolysiloxane by emulsion polymerization method, the above-mentioned sulfonic acid surfactant and sulfuric acid ester surfactant serve as both an emulsifier and a polymerization catalyst;

【formula】

【formula】

【formula】

【formula】

[Formula] Examples include C ₈ H ₁₇ (OC ₂ H ₄ ) ₂ OSO ₃ H, C ₁₀ H ₂₁ (OC ₂ H ₄ ) ₂ OSO ₃ H, sodium lauryl sulfate, and sodium polyoxyethylene dodecyl phenyl sulfate. . Among these, sulfuric acid ester salts are converted into corresponding acids by contacting with a cation exchange resin after emulsification, and function as polymerization catalysts. After the emulsion polymerization is completed, the surfactant in the acid form may be neutralized to eliminate the catalytic activity. Further, as the cationic emulsifier, a quaternary ammonium salt as described above is mainly used, and after emulsion polymerization, the surfactant in the basic form is neutralized to eliminate the catalytic activity. If the molecular weight of the organopolysiloxane represented by the general formula () is small, the desired effect of imparting the desired elasticity and flexibility to the fibers will be poor, so it is desirable that the molecular weight is as large as possible. For this reason,
When emulsifying and dispersing organopolysiloxane obtained by polymerization in advance, this organopolysiloxane must have a high molecular weight.When emulsion polymerization is used, lowering the temperature during aging after polymerization will improve the organopolysiloxane. Since the molecular weight of siloxane increases, the aging temperature is desirably 30°C or lower, more preferably 15°C or lower. Next, component (2) is a mixture of polymerizable monomers for graft copolymerization with the organopolysiloxane of component (1) above.
It consists of the following two components (a) and (b). However, monomers as optional components described later can be added. (a) The component is the general formula ()

[Formula] (In the formula, R ⁵ is hydrogen or methyl group, R ⁶ has 1 carbon number
-18 alkyl group or alkoxy-substituted alkyl group) [Here, the expression (meth)acrylic refers to both acrylic and methacryl, and the same applies hereinafter. ], methyl (meth)acrylate,
Ethyl (meth)acrylate, propyl (meth)
Acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, pentyl (meth)acrylate, hexyl (meth)acrylate, octyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate Examples include alkyl (meth)acrylates such as acrylate, and alkoxyalkyl (meth)acrylates such as methoxyethyl (meth)acrylate and butoxyethyl (meth)acrylate, and these may be used alone or in combination of two or more thereof. If the amount of these components is less than 50% by weight in component (2), including any optional monomers other than components (a) and (b), the properties of the acrylic, especially the mechanical strength, may deteriorate. Properties such as ozone resistance and adhesion to fibers are insufficient. (B) Component is a hydrophilic monomer such as an amino group-containing unsaturated monomer such as N-dimethylaminoethyl (meth)acrylate or N-diethylaminoethyl (meth)acrylate;

[Formula] (R: alkyl group having 1 to 18 carbon atoms, X: H, Na, K or
_NH4 )

[Formula] (R: H or methyl group, X: H, Na, K or NH ₄ ) (R: H or methyl group, R': alkyl group having 1 to 18 carbon atoms, X: H, Na, K or NH ₄ )

[Formula] (R: H or methyl group, X: H, Na, K or NH ₄ ) CH ₂ =CHSO ₃ X (X: H, Na, K or NH ₄ )

[Formula] (R: H or methyl group, X: H, Na, K or NH ₄ )

[Formula] (R: H or methyl group, X: H, Na, K or NH ₄ )

[Formula] (X: H, Na, K or NH ₄ )

[Formula] (R: alkyl group having 1 to 18 carbon atoms, X: H, Na, K or
Sulfonic group-containing unsaturated monomers such as NH ₄ ), (R: H or methyl group, n: an integer of 1 or more)

[Formula] (R: H or methyl group, n: an integer of 1 or more) phosphate group-containing unsaturated monomers such as

[Formula] (R: H or is a methyl group, n: an integer of 2 or more)

Examples include polyalkylene oxide group-containing unsaturated monomers such as [Formula] (R: H or methyl group, n: an integer of 2 or more), and these monomers may be used alone or in combination of two or more. The amount of these hydrophilic unsaturated monomers is 1 to 20% by weight in component (2), including optional monomers in addition to components (a) and (b), if such monomers are used.
Preferably, it is 5 to 10% by weight; if it is less than 1% by weight, hydrophilicity is insufficiently imparted, and performances such as water absorption, sweat absorption, antistatic properties, and antifouling properties do not reach a practical level, and 20% by weight. If it exceeds this, water resistance decreases and durability such as washing resistance is impaired. Further, it is possible to blend the following polyfunctional monomers into this component (2). Examples include ethylenically unsaturated amide alkylol or alkoxyalkyl compounds containing oxirane groups such as N-methylol (meth)acrylamide, N-butoxymethyl (meth)acrylamide, N-methoxymethyl (meth)acrylamide, etc. Glycidyl (meth) as an unsaturated monomer
Allyl (meth)acrylate, glycidyl allyl ether, etc., as a complete ester of polyhydric alcohol and (meth)acrylic acid, such as ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, trimethylopropane tri(meth)acrylate, etc. Acrylates, carboxyl group-containing ethylenically unsaturated monomers such as acrylic acid, methacrylic acid, maleic anhydride, itaconic acid, and crotonic acid, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, etc. hydroxyl group-containing unsaturated monomers, (meth)acrylamide, amide group-containing unsaturated monomers such as diacetone (meth)acrylamide, divinylbenzene, and the like. These polyfunctional monomers are used for the purpose of imparting adhesion to fibers, durability of processing agents, especially washing resistance, dry cleaning resistance, etc., and increasing the amount used increases durability. , the adhesion to fibers, etc. is improved, but on the contrary, the texture of the processed product is impaired.
Therefore, the amount of polyfunctional monomer used is 0 to 10% by weight of component (2), including optional components, preferably 2 to 7% by weight, and if it exceeds 10% by weight, the hand will be significantly impaired. . In addition, other ethylenically unsaturated monomers can be added to component (2), and are used in the range of 0 to 20% by weight of component (2), including optional components if necessary. However, if the amount exceeds 20% by weight, the properties of acrylic will be affected. be damaged. Examples of these monomers include styrene, α-methylstyrene, vinyltoluene, acrylonitrile, vinyl chloride, vinylidene chloride, vinyl acetate, vinyl propionate, and vinyl versatate. In order to impart a soft texture to the fibers, it is sufficient to soften the polymerized product of component (2), and this can be done by setting the glass transition point of this polymerized product to 0°C or lower, preferably -10°C or lower. desirable. Therefore, it is desirable to take this glass transition point into consideration when selecting the above components (a) and (b) and optional monomers. In addition, the glass transition point of the polymerized mixed monomer of component (2) in the examples described below is based on Bull. Am. Phys. Soc. Vol. 1, 123, published in 1956.
This shows the numerical value calculated using the TGFox method described on page 1. Regarding the ratio of (1) component to (2) component, (1) component is 5
If it is less than 95 parts by weight, it will have a sticky feel, which is a disadvantage of acrylic polymers, and will have poor flexibility. If it exceeds 95 parts by weight, the toughness of the film, its adhesion to fibers, and even its durability will be impaired. Not practical. The emulsion copolymerization of components (1) and (2) may be carried out by a known emulsion polymerization method using an ordinary radical initiator. The radical initiators used here include persulfates such as potassium persulfate and ammonium persulfate, water-soluble types such as hydrogen peroxide, t-butyl hydroperoxide, HCl salt of azobisamidinopropane, and benzoyl persulfate. Examples include oil-soluble types such as oxide, cumene hydroperoxide, dibutyl peroxide, diisopropyl peroxycarbonate, cumyl peroxy neodecanoate, cumyl peroxy octoate, and azobisisobutyronitrile. If necessary, a redox system in which a reducing agent such as acidic sodium sulfite, Rongalite, L-ascorumbic acid, sugars, amines, etc. is used in combination can also be used. As the emulsifier is contained in the emulsifier of component (1), it is not necessarily necessary to use it newly, but in order to prevent the formation of coagulation during polymerization and improve the stability of the emulsion, the necessary amount of emulsifier is added. may be added. Examples of emulsifiers used here include anionic emulsifiers such as alkyl or alkylaryl sulfates or sulfonates, alkylaryl succinates, cationic emulsifiers such as alkyltrimethylammonium chloride, alkylbenzylammonium chloride, polyoxyethylene Nonionic emulsifiers such as alkyl phenyl ethers, polyoxyethylene alkyl ethers, and polyoxyethylene carboxylic acid esters are suitable. Next, the crosslinking agent and crosslinking reaction catalyst to be added to the main ingredient will be explained. Organopolysiloxanes having at least three hydrogen atoms bonded to silicon atoms in one molecule can be used as the crosslinking agent component;

【formula】

[Formula] (in the formula, x and y are positive integers, where x≧3), etc. are exemplified, and

[Formula] Unit,

[Formula] unit and (SiO ₂ ) unit copolymerized siloxane can also be used;

[Formula] Unit or

〔Effect of the invention〕

When textile products are treated with the textile treatment agent of the present invention, the excellent film-forming properties of the treatment agent make it possible to give the textile product a soft and resilient texture that is highly durable against washing. Moreover, its hydrophilic components can impart moisture absorption, sweat absorption, or the effect of preventing static electricity charging to the treated fabric, and especially when used as clothing, discomfort caused by hydrophobicity or static electricity can be imparted to the treated fabric. Shows excellent effectiveness in removing. Also, the cushion
When used for futon fabrics, etc., it has a so-called "down-proof" effect, which prevents cotton-like substances or feathers stuffed inside from coming out through the grain of the fabric, based on its good film-forming properties. By treating trousers, sweaters, etc., it is possible to make them windproof by controlling air permeability based on the formation of a film, and the antistatic effect also makes it difficult for dirt such as dust and sand to stick to them. Furthermore,
By blending a crosslinking agent and a catalyst for crosslinking reaction, it is possible to further improve rebound, durability, and washing resistance. [Examples] Next, the present invention will be specifically described based on Examples. In addition, all parts in the examples represent parts by weight. Example 1, Comparative Example 1 (Preparation of organopolysiloxane emulsion) 1500 g of octamethylcyclotetrasiloxane,
Methacryloxypropylmethylsiloxane 3.8g
and 1500g of pure water, mixed with 15g of sodium lauryl sulfate and 10g of dodecylbenzenesulfonic acid.
was added, stirred with a homomixer to emulsify, and then passed twice through a homogenizer at a pressure of 3000 psi to produce a stable emulsion. Next, this was placed in a flask and heated at 70°C for 12 hours, then cooled to 25°C and aged for 24 hours.The pH of this emulsion was adjusted to 7 using sodium carbonate and heated for 4 hours.
After blowing in N ₂ and steam distilling to remove volatile siloxane, pure water was added to adjust the non-volatile content to 45%, resulting in a polyloxane emulsion containing 0.1 mol% of methacrylic groups. (hereinafter abbreviated as E-1). Also, the first
Polysiloxane emulsions E-2 to E-5 were obtained in the same manner as E-1 except that the type and amount of siloxane and aging conditions were changed as shown in the table.

[Table] ( _Copolymer emulsion) 333 g of emulsion E-1 obtained above (siloxane content: 150
g) and 517 g of pure water, and after adjusting the temperature inside the vessel to 30°C under a stream of N ₂ gas, add 1.0 g of t-butyl hydroperoxide, 0.5 g of l-ascorbic acid, and 0.002 g of ferrous sulfate heptahydrate. g, then lower the internal temperature to 30
164.5g of butyl acrylate while keeping at ℃, 2
- 147 g of ethylhexyl acrylate, 7 g of methacrylic acid, product name LX-1000 manufactured by Daiichi Kogyo Seiyaku Co., Ltd.
10.5 g, a mixture of acrylonitrile 17.5 g and N
- 35 g of a 10% aqueous solution of methylol acrylamide was added dropwise over 3 hours, and after the addition was completed, stirring was continued for an additional hour to complete the reaction. The obtained copolymer emulsion (hereinafter abbreviated as p-1) had a solid content concentration of 39.9%, and a calculated glass transition point of the polymerized acrylic monomer and the like was -50°C. Similarly, a polysiloxane emulsion and an acrylic monomer, etc. shown in Table 2 were copolymerized with the types and amounts shown in Table 2, and a copolymerized emulsion p-
2 to p-4 were obtained.

【table】

【table】
\

OH
(Fiber treatment) For copolymer emulsions P-3 and P-4, treatment solutions as shown in Table 3 were prepared, and polyester
A 100% knit cloth was treated and its texture, water absorption and antistatic properties were evaluated. The treatment was carried out by immersing the fabric in the treatment solution, removing excess liquid with a squeezing roll, pre-drying at 100°C for 3 minutes, and further heating curing at 150°C for 2 minutes. Texture was evaluated by touch, and the results are shown in Table 3 (Good) ◎～○～△～× (Poor)
It was shown in In addition, here, the crosslinking agent A in Table 3 has the formula Catalyst A is an emulsion prepared by emulsifying and dispersing 30 parts of methylhydrodiene polysiloxane with a viscosity of 150 cs in 65 parts of water using 5 parts of polyoxyethylene alkyl phenyl ether. This is an emulsion prepared by emulsifying and dispersing 3 parts of oxyethylene alkyl phenyl ether in 67 parts of water. As Comparative Example 1, Table 3 also shows the results for a cloth that was simply passed through water without using the treatment agent of the present invention.

[Table] Example 2, Comparative Example 2 A 100% polyester taffeta cloth was treated according to the recipe in Table 4, and the texture (repulsive feeling to the touch), antistatic property (same as Example 1), and ventilation were evaluated. The air permeability of the fabric was measured using an air permeability tester. The method for treating the fabric with the blended solution was the same as in Example 1. The results are also listed in Table 4.

[Table] Example 3 Using the treatment solution of Experiment No. 1-4 of Example 1, synthetic fibers such as nylon, Tetron/cotton blend, acrylic, polypropylene, etc., and natural fibers such as linen, silk, cotton, wool, etc. When the fibers were treated in the same manner as in Example 1, they had antistatic properties, were soft with little tackiness, and had a texture with a silky feel. As is clear from the examples, the fabrics treated with the treatment agent of the present invention had excellent texture, water absorbency, and antistatic properties, and the properties did not change much even before and after washing, which was desirable.

Claims (1)

[Claims] 1 (1) General formula () [In the formula, R ¹ , R ² , and R ³ each have 1 to 20 carbon atoms.
Y is one or more groups selected from the group consisting of monovalent hydrocarbon groups and monovalent halogenated hydrocarbon groups, and Y is a group consisting of organic groups including acryloxy groups, methacryloxy groups, and SH groups. One or more groups selected from X
is a hydrogen atom, a monovalent lower alkyl group and the formula
Similar or different groups selected from the group consisting of R ¹ R ² R ⁴ Si (R ¹ and R ² are the same as above, and R ⁴ is the same group as R ¹ or Y) , m is a positive integer of 10,000 or less, n is an integer of 1 or more] 5 to 95 parts by weight of an oil-in-water emulsion and (2)(a) General formula () [Formula ] (In the formula, R ⁵ is a hydrogen atom or a methyl group, and R ⁶ is an alkyl group having 1 to 18 carbon atoms or an alkoxy-substituted alkyl group); A group consisting of 50 to 99% by weight of two or more monomers and (b) an ethylenically unsaturated monomer containing an amino group, a sulfonic acid group, a phosphoric acid group, a polyalkylene oxide group, or a quaternary ammonium base. A mixed monomer consisting of 1 to 20% by weight of one or more hydrophilic monomers selected from (provided that the sum of (a) and (b),
Or the total of (a), (b) and optional component monomers is 100
A treatment for fibers whose main ingredient is a graft copolymer emulsion in which component (1) and component (2) are emulsion-graft copolymerized in the presence of a radical polymerization initiator using a mixture consisting of 95 to 5 parts by weight (% by weight). agent. 2. A liquid organopolysiloxane containing at least three hydrogen atoms bonded to silicon atoms in one molecule and a crosslinking reaction catalyst are blended as a crosslinking agent into the main ingredient, as set forth in claim 1. Textile treatment agent. 3 (2) Claim 1 in which the glass transition point of the polymerized monomer mixture which is the component is 0°C or lower
The fiber treatment agent according to Items 1 and 2.